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Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O2
Molecular Weight 112.1265
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of VINYL CROTONATE

SMILES

C\C=C\C(=O)OC=C

InChI

InChIKey=IYNRVIKPUTZSOR-HWKANZROSA-N
InChI=1S/C6H8O2/c1-3-5-6(7)8-4-2/h3-5H,2H2,1H3/b5-3+

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/5334792 | https://www.ncbi.nlm.nih.gov/pubmed/13962902 | DOI: 10.1021/j100700a014

Malethamer is the generic name of a new synthetic hydrocarbon copolymer with extraordinary water-binding properties, being able to absorb 200 times its weight of water. It is physically and chemically binds poliovirus 1 and certain bacterial enterotoxins. Ethylene-maleic anhydride copolymers and their derivatives have come to be considered for a number of applications generally involving the formation of insoluble complexes with proteins and viruses. The copolymer is not absorbed from the gastrointestinal tract and is pharmacologically inert. Malethamer, because of its water absorbing quality, is an effective compound for the symptomatic control of diarrhea, both organic and functional.

Originator

Curator's Comment: # Eli Lilly

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Malethamer in the treatment of children with diarrhea.
1965 Dec
The effect of maleic anhydride ethylene polymer (Malethamer) on intestinal motility.
1966 Nov
Roentgen study of the comparative effect of malethamer and a placebo on gastrointestinal transit time in diarrheal states.
1967 Feb
Experimental production of diarrhea and its prevention by Malethamer in monkeys.
1967 Sep
Mechanism study of the action of Malethamer in staphylococcus enterotoxin-induced diarrhea in monkeys.
1967 Sep
The effect of malethamer on the excretion and plasma levels of sodium, potassium, and chloride.
1970 Oct
Patents

Sample Use Guides

500 mg after each bowel movement, but at least four times a day
Route of Administration: Oral
Ammoniated ethylene maleic anhydride copolymers and hydrolysed ethylene maleic anhydride copolymers of molecular weights approximating 120000 completely prevented cytopathogenicity at all Echo 9 virus concentrations (10-2 – 10-5).
Name Type Language
VINYL CROTONATE
Systematic Name English
CROTONIC ACID VINYL ESTER [MI]
Common Name English
TRANS-VINYL CROTONATE
Systematic Name English
2-BUTENOIC ACID, ETHENYL ESTER
Common Name English
CROTONIC ACID, VINYL ESTER
Common Name English
2-BUTENOIC ACID, ETHENYL ESTER, (2E)-
Common Name English
NSC-5215
Code English
CROTONIC ACID, VINYL ESTER, (E)-
Common Name English
VINYL 2-BUTENOATE
Systematic Name English
Code System Code Type Description
CAS
3234-54-6
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
238-930-6
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
ALTERNATIVE
PUBCHEM
5365800
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
221-783-7
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID80864546
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY
CAS
14861-06-4
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
ALTERNATIVE
NSC
5215
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY
MERCK INDEX
m3858
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY Merck Index
FDA UNII
SMC9A01NVS
Created by admin on Sat Dec 16 05:14:40 GMT 2023 , Edited by admin on Sat Dec 16 05:14:40 GMT 2023
PRIMARY